METHOD FOR PREPARING 2,5,7,8-TETRAMETHYL-2-(2'-CARBOXYETHYL)-6-ACETOXYCHROMANE AS PRECURSOR OF ALPHA-SENS

FIELD: organic chemistry, chemical technology, medicine. ^ SUBSTANCE: invention relates to a method for synthesis of biologically active substances, namely to a method for synthesis 2,5,7,8-tetramthyl-2-(2'-carboxyethyl)-6-acetoxychromane (alpha-SENS). Method involves the condensation reaction...

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Hauptverfasser: KNYSHENKO OKSANA VALER'EVNA, SPIVAK ANNA JUL'EVNA, ODINOKOV VIKTOR NIKOLAEVICH
Format: Patent
Sprache:eng ; rus
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Zusammenfassung:FIELD: organic chemistry, chemical technology, medicine. ^ SUBSTANCE: invention relates to a method for synthesis of biologically active substances, namely to a method for synthesis 2,5,7,8-tetramthyl-2-(2'-carboxyethyl)-6-acetoxychromane (alpha-SENS). Method involves the condensation reaction of trimethylhydroquinone with linalool in the boiling n-octane medium in the presence of p-toluenesulfoacid or (+)-camphor-10-sulfoacid as a catalyst for 3 h in the mole ratio trimethylhydroquinone : linalool : catalyst = 1:1:0.1, respectively. Then the method involves the acetylation reaction of the synthesized substance with acetic anhydride in pyridine medium at room temperature for 0.5 h, ozonization in acetone medium in the presence of Ba(OH)2, oxidation with the Johns reagent in acetone medium and the following isolation by column chromatography on silica gel. This compound is acetate derivative of the main metabolite of alpha-tocopherol, i. e. alpha-SENS that shows the high effectiveness in treatment of the central nervous system diseases. ^ EFFECT: improved method of synthesis, valuable medicinal properties of compound. ^ 1 cl, 2 ex